This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration. This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration.

Paxilline

PubChem CID: 105008

Connections displayed (default: 10).
Loading graph...

ℹ️ Click here to know more about the properties
Compound Synonyms paxilline, 57186-25-1, NSC 658707, BRN 5317894, 3T9U9Z96L7, (1s,2r,5s,7r,11s,14s)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one, MLS000028812, CHEBI:34907, DTXSID10972643, NSC-658707, 1233509-81-3, SMR000058863, 2H-1-Benzopyrano(5',6':6,7)indeno(1,2-b)indol-3(4bh)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2-alpha,4b-beta,6a-alpha,12b-beta,12c-alpha,14a-beta)-, 2H-Pyrano(2'',3'':5',6')benz(1',2':6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-, (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo(12.10.0.02,11.05,10.016,24.017,22)tetracosa-9,16(24),17,19,21-pentaen-8-one, (2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano[2'',3'':5',6']benz[1',2':6,7]indeno[1,2-b]indol-3(4bH)-one, 2H-Pyrano[2'',3'':5',6']benz[1',2':6,7]indeno[1,2-b]indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-rel-, PAXILINE, UNII-3T9U9Z96L7, C27H33NO4, (+)-paxilline, (2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno(5',6':6,7)indeno(1,2-b)indol-3(4bH)-one, (2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one, (2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano(2'',3'':5',6')benz(1',2':6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12bS,12cR,13,14,14aS-decahydro-4bS-hydroxy-2R-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-1-benzopyrano(5?,6?:6,7)indeno(1,2-b)indole-3(4bH)-one, 5,6,6a,7,12,12bS,12cR,13,14,14aS-decahydro-4bS-hydroxy-2R-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-1-benzopyrano[5?,6?:6,7]indeno[1,2-b]indole-3(4bH)-one, Spectrum5_001975, CBiol_001842, BSPBio_001427, KBioGR_000147, KBioSS_000147, SCHEMBL361232, CHEMBL410063, cid_105008, BDBM50854, KBio2_000147, KBio2_002715, KBio2_005283, KBio3_000293, KBio3_000294, Bio1_000128, Bio1_000617, Bio1_001106, Bio2_000147, Bio2_000627, DTXCID801530123, HMS1361H09, HMS1791H09, HMS1989H09, HMS2232J18, HMS3268F05, HMS3402H09, 11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo(12.10.0.0^(2,11).0^(5,10).0^(16,24).0^(17,22))tetracosa-9,16(24),17,19,21-pentaen-8-one, 11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{16,24}.0^{17,22}]tetracosa-9,16(24),17,19,21-pentaen-8-one, HY-N6778, HB1056, KC-155, MFCD00083464, AKOS024456907, Paxilline, powder, >=98% (HPLC), IDI1_033897, NCGC00025342-05, NCGC00025342-07, CS-0026740, NS00010358, F82145, SR-01000597527, SR-01000597527-1, BRD-K38251852-001-02-5, BRD-K38251852-001-06-6, Q10860377, EDD20523-48C0-4594-B22A-1FE297F60611, (2R,4bS,6aS,12bS,12cR,14aS)-4b-hydroxy-2-(2-hydroxypropan-2-yl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-[1]benzopyrano[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one, (2R,4bS,6aS,12bS,12cR,14aS)-4b-hydroxy-2-(2-hydroxypropan-2-yl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one, (2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a, 7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-h ydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano[2 '',3'':5',6']benz[1',2':6,7]indeno[1,2-b]indol-3(4bH)-one, 637-206-0, NCGC00025342-07_C27H33NO4_(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]indol-3(4bH)-one
Topological Polar Surface Area 82.6
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 32.0
Description Tremorgenic agent from Penicillium paxilli, Acremonium lorii, Emericella foveolata, Emericella desertorum and Emericella striata Paxilline is a potassium channel blocker. Paxilline is a toxic, tremorgenic indole alkaloid produced by Penicillium paxilli.
Isotope Atom Count 0.0
Molecular Complexity 868.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id Q03164, P42858, P10636, Q9XUB2, Q6W5P4, G5EF15, O75164, Q99816, Q96KQ7, Q9UIF8, P87108, P84022, Q8IUX4, O75496, Q99700, P43220, Q13526, Q9NUW8, O75874, Q13148, P04191, P16615, Q93084
Iupac Name (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one
Prediction Hob 0.0
Target Id NPT1197, NPT1038, NPT51, NPT1416
Xlogp 3.5
Molecular Formula C27H33NO4
Prediction Swissadme 1.0
Inchi Key ACNHBCIZLNNLRS-UBGQALKQSA-N
Fcsp3 0.5925925925925926
Logs -4.354
Rotatable Bond Count 1.0
Logd 2.261
Compound Name Paxilline
Prediction Hob Swissadme 0.0
Exact Mass 435.241
Formal Charge 0.0
Monoisotopic Mass 435.241
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 435.6
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Esol -4.875021800000001
Inchi InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1
Smiles C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)O
Nring 6.0
Defined Bond Stereocenter Count 0.0

  • 1. Outgoing r'ship FOUND_IN to/from Abies Canadensis (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Legendrei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Persea Obovatifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Taxus Wallichiana (Plant) Rel Props:Source_db:npass_chem_all
Back to Browse   Back to Home